1.1: sodium tetrahydroborate; iodine / tetrahydrofuran / 18.5 h / 4 - 80 °C / Inert atmosphere 2.1: sodium carbonate / dichloromethane; water / 10.25 h / 20 °C 3.1: methanesulfonyl chloride; triethylamine / dichloromethane / 5 h / 4 - 50 °C / Inert atmosphere 4.1: copper(l) iodide; N-methyl-2-(methylamino)ethylamine / toluene / 0.33 h / 20 °C / Inert atmosphere 4.2: 21 h / 110 °C / Inert atmosphere; Sealed vessel View Scheme

in diethyl ether; hexane T=20°C; 10 h; Inert atmosphere;

n-butyllithium 1.) THF, hexane, -78 deg C, 2.) THF, hexane a) -20 deg C, 2 h, b) RT, overnight; Yield given. Multistep reaction;

[2,2']bipyridinyl; zinc(II) chloride 1.) PhCl, reflux, 144 h, 2.) CHCl3, r.t., 1 h; Yield given. Multistep reaction;